Sissy Training 1,970 videos

• 05:26

  My husband prepares me for my lover

  3 weeks ago

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• 06:17 thumb_up 91%

  Dont touch the penis! I fuck a whore until her dick explodes with cum!

  1 year ago

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• 05:39 thumb_up 50%

  I'm on vacation but my vagina works full time

  6 months ago

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• 07:39 thumb_up 75%

  Pump 2 Me - Sissy GOON Trainer

  3 years ago

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• 05:47

  On the public beach, my husband has to keep the chastity cage

  1 month ago

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• 07:25 thumb_up 50%

  Sissy tramp instructing

  3 years ago

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• 17:24 thumb_up 72%

  Mistress Turns out her Slave for Face Fucking, Ass Play, and Facials

  5 years ago

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  Watch Me Become Your Mistress

  12 months ago

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• 17:11 thumb_up 76%

  Trans gets Cuffed and Stuffed by Big Cock

  1 year ago

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• 06:14 thumb_up 78%

  Why is she scared of femboy sissy's cumshot?

  1 year ago

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• 15:50

  Become My Sissy Bimbo Beta Bitch - Sissification & Feminization with Lady Julina

  10 months ago

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• 11:44

  Sissys hardcore whore training

  1 year ago

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• 10:21

  Cum eating cock tease warm up

  2 weeks ago

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• 05:09

  Arab woman humiliates submissive client in Paris

  1 week ago

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• 07:17

  My Cuckold Slave Cleanup Cum From My Pussy and Beverage My Piss and Licks My Pussy Clean

  2 months ago

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• 08:32

  Milf Pegs Femboy After Training Pussy

  1 month ago

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• 23:09

  Sissy training, I transform my husband into a real sissy. I fuck him and make him suck like a slut!

  4 months ago

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• 15:29

  Blindfolded sissy slut training

  1 month ago

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• 04:51 thumb_up 55%

  Training Sissy To Be A Good Whore For Her B.f

  10 months ago

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• 03:28 thumb_up 68%

  FUCK ME POV

  1 year ago

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• 1:28:40 thumb_up 64%

  Kinky Carmen In Sissy Bitch Training By

  2 years ago

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• 33:56

  POPPERS: YOU LIVE TO BE FUCKED

  4 years ago

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• 17:15

  Period Training For Sissy Bitches By German Mistress With Lady Julina

  1 year ago

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• 08:50

  Cum training my cock tease

  3 weeks ago

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• 05:09

  OMG!!!! MOMMY CUTS OF MY DICK AND NOW I'M FINALLY TRANSEXUAL

  3 months ago

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• 10:49 thumb_up 72%

  Humiliating my slave in chastity after my date

  2 years ago

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• 05:23

  The cuckold licks the lover's sperm

  2 months ago

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• 03:14 thumb_up 58%

  Happy Hour with Apologetic Domme - a short chastity love story

  1 year ago

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• 18:41

  ASMR Sissy Training For Panty Femboys JOI

  5 months ago

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• 14:32

  StepMom gives a rough cock milking for her step son

  5 days ago

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• 15:00 thumb_up 95%

  ILL TEACH YOU HOW TO CUM WITH YOUR ASS

  2 years ago

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• 05:48

  She found out my boyfriend was my chastity slave

  1 year ago

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• 06:40 thumb_up 82%

  Slut Training My Sissy Sluts Ass + Whipping

  1 year ago

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• 12:32 thumb_up 83%

  Pegging femboy with massive strapon!

  10 months ago

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• 08:14

  Teen Sissy Training And Bisexual Feminization Porn

  1 year ago

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• 05:20

  BBW stepmom sissy Training with strap on dildo - crossdresser fucked

  6 months ago

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• 07:16

  Sissy Maid Cuck Locked in Chastity and Pegged By Hot Milf

  1 month ago

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• 19:41

  Sissy Training - Sucking That Dick and Swallow the Load

  4 years ago

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• 37:31

  SUPER LONG POPPER, GOOD FUN

  3 years ago

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• 21:24

  Bisexual husband gets fucked by three strapons

  1 month ago

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• 03:06 thumb_up 92%

  8 INCH Strapon fucking my chastity slut in Latex

  1 year ago

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• 01:38 thumb_up 83%

  The final transformation - Mistress Tatjana

  6 months ago

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• 10:06 thumb_up 87%

  Trans Oiled And Fucked Bareback

  8 months ago

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• 08:14

  New Satin Headscarves Fitting and You're on Jerk-off Duty in the Headscarf!

  2 months ago

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• 05:22

  I put his cock in a chastity cage

  1 week ago

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• 06:05

  Cum twice in a row from cock milking with prostate fingering

  3 months ago

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• 05:07

  Checking Locked Dick and Strapon

  1 week ago

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• 12:28 thumb_up 81%

  Sasha De Sade Sissy Inspection Hot!

  5 years ago

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• 06:21 thumb_up 60%

  Tied Up Sissy Gets Wanked Off

  10 months ago

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• 20:16 thumb_up 91%

  High Class Sissy Trained - Mistress T

  2 years ago

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• 10:08

  SISSYFICATION

  6 months ago

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• 02:21 thumb_up 61%

  Couple in Pantyhose - Wife in Nylons gives Crossdressing Hubby a Handjob

  1 year ago

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• 02:44

  I Like Boys - Sissy PMV

  2 years ago

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• 06:18 thumb_up 68%

  His hardest experience as a slave so far

  5 months ago

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• 06:39 thumb_up 86%

  Domina Liza - Sissy Maid Caning Training - Femdom

  6 months ago

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• 12:30

  Therapy session for sissy boys

  3 months ago

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• 15:20 thumb_up 53%

  Sissy training

  5 years ago

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• 06:50

  You are my sissy whore and will pimp you out !!!

  2 weeks ago

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• 05:02

  Training: When A Slave Who Belonged To Me Comes Back After 6 Months Without News: Mistress Julia Femdom Video 101 With Sissy Slave

  1 month ago

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• 17:06

  TGirl Gigi dildo fucked in the ass until she squirts lube out of her ass

  7 months ago

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• 05:16

  Red Lipstick for Sissy

  2 weeks ago

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• 01:17 thumb_up 79%

  Maximum anal punishment

  8 months ago

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• 10:49

  Femalization

  1 year ago

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• 1:10:38 thumb_up 68%

  Sissy Training Day

  2 years ago

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• 17:46 thumb_up 76%

  Admission of being a Sissy - Mean girls

  1 year ago

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• 11:19

  Allie North in corn rows toying for youuu

  6 months ago

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• 22:43 thumb_up 71%

  I destroy my husband's ass

  6 months ago

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• 12:25

  Sissy Tgirl begs for cum on pantyhose

  1 year ago

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• 55:00 thumb_up 81%

  Prostate Milking Anal Training Pspot Orgasm - INSTITUTION X - COMPILATION 1 - 2

  2 years ago

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• 25:11

  Double Homework - Episode 6 Gameplay by LoveSkySan69

  1 week ago

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• 05:35

  I widen my husband's ass

  2 months ago

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• 27:36 thumb_up 50%

  BBC Broken by Drogon

  3 years ago

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• 09:30 thumb_up 76%

  Maitresse Julia - Femdom - Teasing, Edging, Denial and Facesitiing for my Sissy Slave in Chastity Cage !

  1 year ago

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• 10:07 thumb_up 77%

  Sissy Caption Story: Prisoners Pt. 2

  2 years ago

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• 10:40 thumb_up 87%

  ASMR sloppy caged cuck chastity cum (locktober final reward)

  6 months ago

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• 11:12

  Femdom POV: Sissification, Dirty Talk, Sph, CEI, JOI. Arya Grander and Mistress Priest

  3 weeks ago

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• 07:44 thumb_up 68%

  Worship the Cock

  3 years ago

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• 13:19

  Hot girls making out, sissy, sissy training

  3 years ago

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• 15:20 thumb_up 62%

  Mrs Loving Begins Sissy Training at Mother s Request

  7 years ago

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• 14:58 thumb_up 74%

  TS step-Sister Gives Sloppy Deepthroat Blowjob

  2 years ago

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• 14:40

  Brainwashed Sissy plays with dildo

  7 months ago

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• 07:14

  Sissy Training at Work

  4 months ago

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• 24:39

  Sissy training

  3 years ago

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• 29:33

  Transsexual dominatrix SISSY training

  3 years ago

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• 08:12 thumb_up 55%

  Strapon & Piss Enema for Diapered Sissy Husband

  5 months ago

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• 20:20

  Hot BDSM Boss Plugs and Disciplines Bimbo Secretary for Mistakes

  2 years ago

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• 03:12 thumb_up 58%

  Feminization : Your new Life as a Sissy Slave - Transformation - Ep4 I Turn a Compulsive Wanker into a Slave - Maitresse Julia

  8 months ago

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• 30:51 thumb_up 61%

  Sissy Slut - Outdoor Domination

  1 year ago

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• 10:28 thumb_up 53%

  Tonguing my Jizm after Toying with my Budding Sissy Puffies

  3 years ago

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• 11:50

  Sissygasm from anal masturbation in sissy slut with closed clit in chastity_sc.21

  7 months ago

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• 06:48

  Pegging Femboy in Latex hood

  1 week ago

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• 10:53

  Chastity Sissy Agrees to be Cuck to get unlocked. Then Wife Pegs Ass

  1 month ago

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• 04:03

  Turning Him Into A Sissy Slut

  11 months ago

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• 28:09

  I leave my clothes behind and ride a fat dildo at a train station park and road

  2 years ago

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• 57:05

  WHITE COCK BRAINWASH - Redux

  3 years ago

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• 05:35

  My husband has a fake cock

  1 week ago

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• 05:09

  Sexy Algerian prostitute humiliates submissive client in Marseille suburb

  1 week ago

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• 32:55 thumb_up 53%

  Girlcock Hypnosis Pt.7: 555 Foxy Babes (and their cocks!)

  3 years ago

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• 08:48

  You Will Be Wearing a Headscarf Today Sissy Kelly

  2 months ago

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• 09:02

  Chastity Femboy Teased Facesitting and Fucking

  1 week ago

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• 12:01 thumb_up 55%

  Dominatrix Mistress April - cane Training Day 3

  1 year ago

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• 14:09

  Cum Addict, by Jlodalisque

  3 years ago

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• 01:37 thumb_up 71%

  My first introduction to Lady Mell B

  3 years ago

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• 28:06

  BDSM Sissy deepthroat training with enema!

  7 months ago

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• 11:53 thumb_up 80%

  My wife use me to clean her wet pee pussy. She discipline me and we ended having sex.

  9 months ago

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• 07:53

  Sissy Pegging and Cock Comparison

  5 days ago

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• 09:23 thumb_up 63%

  Sissy Date

  3 years ago

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• 14:33 thumb_up 79%

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  5 years ago

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• 11:24

  Only Pegging

  6 months ago

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• 01:09

  Femdom futa Mommy pegs you and makes you her cocksucking sissy slut - full video on veggiebabyy Manyvids

  1 year ago

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• 10:17

  Vends-ta-culotte - Introduction to sissyfication by a young and pretty French dominatrix

  1 week ago

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• 07:36 thumb_up 50%

  Gagging Sissy Girl With My Huge Long Dick Down Her Throat

  2 years ago

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• 12:34 thumb_up 66%

  Mistress training kinky sissy bitch

  2 years ago

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• 47:59 thumb_up 84%

  Sissy Maid Cleaning for 2 Warm Dominatrixes

  3 years ago

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• 11:52

  Sissy caned and humiliated

  8 months ago

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• 55:03 thumb_up 53%

  INSTITUTION X - Prostate Milking Anal Training Pspot Orgasm COMPILATION 1-2

  1 year ago

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• 08:03

  Bisexual Foursome Two Sissy and Two Dominant Princesses

  1 month ago

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• 03:12

  You're not a man any more: Sissy's new daily life - EP6 Turning a compulsive wanker into a slave: Mistress Julia

  7 months ago

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• 03:37

  Mistress wife discipline her sissy husband on kitchen

  11 months ago

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• 12:01

  Bouncing on Daddies Cock

  7 months ago

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